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94295

Sigma-Aldrich

3-Ureidopropionic acid

≥98.0% (T)

Synonym(s):

N-Carbamoyl-β-alanine

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About This Item

Linear Formula:
NH2CONHCH2CH2COOH
CAS Number:
462-88-4
Molecular Weight:
132.12
Beilstein:
1705263
MDL number:
MFCD00043023
UNSPSC Code:
12352106
PubChem Substance ID:
57653594
NACRES:
NA.22

Quality Level

100

Assay

≥98.0% (T)

form

powder

reaction suitability

reaction type: solution phase peptide synthesis

mp

170-175 °C (dec.)

application(s)

peptide synthesis

SMILES string

NC(=O)NCCC(O)=O

InChI

1S/C4H8N2O3/c5-4(9)6-2-1-3(7)8/h1-2H2,(H,7,8)(H3,5,6,9)

InChI key

JSJWCHRYRHKBBW-UHFFFAOYSA-N

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Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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M M Matthews et al.
The Journal of biological chemistry, 262(15), 7232-7237 (1987-05-25)
N-Carbamoyl-beta-alanine (NC beta A) amidohydrolase (EC 3.5.1.6) is regulated in opposing fashion by the substrate, NC beta A and the product, beta-alanine. The native enzyme from rat liver has a molecular weight of 235,000 in the absence of ligands. NC
S Kölker et al.
Journal of neuroscience research, 66(4), 666-673 (2001-12-18)
3-Ureidopropionate (3-UPA) is a physiologic metabolite in pyrimidine degradation. Pathological accumulation of 3-UPA in body fluids is found in 3-ureidopropionase deficiency and severe forms of propionic aciduria. Both diseases clinically present with a severe neuropathology involving gray and white matter
C Engelbrecht et al.
The International journal of biochemistry, 17(4), 495-501 (1985-01-01)
The metabolism of [5-3H]uridine and the incorporation of the precursor into liver RNA was studied in developing (13-day-old) and adult (45-day-old) mice. Different time-courses of labelling and increased amounts of labelled catabolic products of uridine were found in liver and
A B Van Kuilenburg et al.
Analytical biochemistry, 272(2), 250-253 (1999-07-23)
A radiochemical assay was developed to measure the activity of beta-ureidopropionase in human liver homogenates which is based on the detection of the reaction product (14)CO(2) by liquid scintillation counting. Radiolabeled N-carbamyl-beta-alanine was prepared within 15 min by a simple
J Yaplito-Lee et al.
Molecular genetics and metabolism, 93(2), 190-194 (2007-10-30)
Beta-ureidopropionase deficiency (McKusick 606673) is an autosomal recessive condition caused by mutations in the UPB1 gene. To date, five patients have been reported, including one putative case detected through newborn screening. Clinical presentation includes neurological and developmental problems. Here, we
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